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Homes For Sale in Kissimmee 34744 - 376 homes

34744 zip code is located in Osceola County, Florida. Find homes for sale in Kissimmee 34744 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Kissimmee 34744 homes for sale.

Location: Kissimmee , 34744

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  • 3044 CAMINO REAL DR S, KISSIMMEE, FL 34744

    $479,00068 Days on yellowkey   MLS ID: O6406104

    REDUCED by $10,000 (2.0%) on 05/31/2026

    For Sale O6406104 - 3044 CAMINO REAL DR S, KISSIMMEE, FL 34744 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2264
       Built: 2005
    Monthly Fee: $160
       Tax: $5,505 (2025)
    Community: Villa Sol Ph 2 Village 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($2,625) + Fees ($160) + Taxes in 2025 ($459)


    Taxes:$5,505

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Parkway Middle


  • 3837 WOOD THRUSH DR, KISSIMMEE, FL 34744

    $397,750292 Days on yellowkey   MLS ID: O6347371

    2 Days Off yellowkey (back on 7/9/2026)

    REDUCED by $150 (0.0%) on 06/24/2026

    For Sale O6347371 - 3837 WOOD THRUSH DR, KISSIMMEE, FL 34744 28 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2065
       Built: 2006
    Monthly Fee: $120
       Tax: $4,848 (2024)
    Community: Springlake Vlg Ph 5A
    Single Family


    Estimated Monthly Payment: $2,703 (change assumption)
    Mortgage ($2,179) + Fees ($120) + Taxes in 2024 ($404)


    Taxes:$4,848

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 513 BERRY JAMES CT, KISSIMMEE, FL 34744

    $385,00060 Days on yellowkey   MLS ID: C7526253

    REDUCED by $5,000 (1.3%) on 07/09/2026

    For Sale C7526253 - 513 BERRY JAMES CT, KISSIMMEE, FL 34744 15 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2191
       Built: 2005
    Monthly Fee: $14
       Tax: $6,385 (2025)
    Community: Eagle Point
    Single Family


    Estimated Monthly Payment: $2,656 (change assumption)
    Mortgage ($2,110) + Fees ($14) + Taxes in 2025 ($532)


    Taxes:$6,385

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2602 BIRCHWOOD AVE, KISSIMMEE, FL 34744

    $400,000144 Days on yellowkey   MLS ID: O6383961

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $35,000 (8.0%) on 05/14/2026

    For Sale O6383961 - 2602 BIRCHWOOD AVE, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1393
       Built: 1989   Tax: $5,428 (2025)
    Community: Oak Hollow Ph 4
    Single Family


    Estimated Monthly Payment: $2,644 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($452)


    Taxes:$5,428

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2670 REAGAN LN, KISSIMMEE, FL 34744

    $353,000138 Days on yellowkey   MLS ID: O6385604

    REDUCED by $10,000 (2.8%) on 07/09/2026

    For Sale O6385604 - 2670 REAGAN LN, KISSIMMEE, FL 34744 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1294
       Built: 1981   Tax: $1,125 (2025)
    Community: Gehrett Gardens
    Single Family


    Estimated Monthly Payment: $2,028 (change assumption)
    Mortgage ($1,934) + Taxes in 2025 ($94)


    Taxes:$1,125

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1591 BARBERRY DR, KISSIMMEE, FL 34744

    $449,00025 Days on yellowkey   MLS ID: S5152164

    For Sale S5152164 - 1591 BARBERRY DR, KISSIMMEE, FL 34744 53 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2023
    Monthly Fee: $11
       Tax: $5,159 (2024)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,901 (change assumption)
    Mortgage ($2,460) + Fees ($11) + Taxes in 2024 ($430)


    Taxes:$5,159

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1778 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $470,000142 Days on yellowkey   MLS ID: O6384377

    For Sale O6384377 - 1778 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2133
       Built: 2022
    Monthly Fee: $7
       Tax: $7,640 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,219 (change assumption)
    Mortgage ($2,575) + Fees ($7) + Taxes in 2025 ($637)


    Taxes:$7,640

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1008 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $298,00012 Days on yellowkey   MLS ID: O6422010

    For Sale O6422010 - 1008 UNIVERSAL REST PL, KISSIMMEE, FL 34744 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1728
       Built: 2000
    Monthly Fee: $200
       Tax: $3,481 (2025)
    Community: Eric Estates
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,123 (change assumption)
    Mortgage ($1,633) + Fees ($200) + Taxes in 2025 ($290)


    Taxes:$3,481

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 992 PINEWOOD ST, KISSIMMEE, FL 34744

    $349,99018 Days on yellowkey   MLS ID: O6414297

    REDUCED by $6,000 (1.7%) on 07/09/2026

    For Sale O6414297 - 992 PINEWOOD ST, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1484
       Built: 2026
    Monthly Fee: $86

    Community: Fish Lake Cove
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,004 (change assumption)
    Mortgage ($1,918) + Fees ($86) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 984 PINEWOOD ST, KISSIMMEE, FL 34744

    $339,99018 Days on yellowkey   MLS ID: O6414273

    REDUCED by $4,000 (1.2%) on 07/09/2026

    For Sale O6414273 - 984 PINEWOOD ST, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1484
       Built: 2026
    Monthly Fee: $86

    Community: Fish Lake Cove
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,949 (change assumption)
    Mortgage ($1,863) + Fees ($86) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 1756 STAMEN DR, KISSIMMEE, FL 34744

    $399,000146 Days on yellowkey   MLS ID: TB8475839

    0 Days Off yellowkey (back on 5/7/2026)

    REDUCED by $50,900 (11.3%) on 05/05/2026

    SHORT SALE TB8475839 - 1756 STAMEN DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 2023
    Monthly Fee: $160
       Tax: $6,118 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,186) + Fees ($160) + Taxes in 2025 ($510)


    Taxes:$6,118

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2665 MILL RUN BLVD, KISSIMMEE, FL 34744

    $289,50070 Days on yellowkey   MLS ID: O6404497

    REDUCED by $25,000 (7.9%) on 07/09/2026

    FORECLOSURE O6404497 - 2665 MILL RUN BLVD, KISSIMMEE, FL 34744 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1282
       Built: 1986   Tax: $1,712 (2025)
    Community: Mill Run Un 5
    Single Family


    Estimated Monthly Payment: $1,729 (change assumption)
    Mortgage ($1,586) + Taxes in 2025 ($143)


    Taxes:$1,712

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1715 LIGGINS AVE, KISSIMMEE, FL 34744

    $377,00031 Days on yellowkey   MLS ID: O6416697

    2 Days Off yellowkey (back on 6/20/2026)

    For Sale O6416697 - 1715 LIGGINS AVE, KISSIMMEE, FL 34744 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1436
       Built: 1991   Tax: $5,007 (2025)
    Community: Oak Run Unit 9
    Single Family


    Estimated Monthly Payment: $2,483 (change assumption)
    Mortgage ($2,066) + Taxes in 2025 ($417)


    Taxes:$5,007

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 3570 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744

    $395,000341 Days on yellowkey   MLS ID: O6333789

    REDUCED by $5,000 (1.3%) on 06/05/2026

    For Sale O6333789 - 3570 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 2018
    Monthly Fee: $118
       Tax: $3,192 (2024)
    Community: East Lake Preserve
    Single Family


    Estimated Monthly Payment: $2,548 (change assumption)
    Mortgage ($2,164) + Fees ($118) + Taxes in 2024 ($266)


    Taxes:$3,192

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744

    $549,90064 Days on yellowkey   MLS ID: S5149687

    REDUCED by $35,100 (6.0%) on 07/08/2026

    For Sale S5149687 - 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744 50 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 2005
    Monthly Fee: $79
       Tax: $2,354 (2025)
    Community: Neptune Pointe
    Single Family


    Estimated Monthly Payment: $3,288 (change assumption)
    Mortgage ($3,013) + Fees ($79) + Taxes in 2025 ($196)


    Taxes:$2,354

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2661 ELLEN AVE, KISSIMMEE, FL 34744

    $425,00089 Days on yellowkey   MLS ID: O6399716

    REDUCED by $10,000 (2.3%) on 07/08/2026

    For Sale O6399716 - 2661 ELLEN AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1972   Tax: $5,005 (2025)
    Community: Emerald Lake Colony Unit 3
    Single Family


    Estimated Monthly Payment: $2,746 (change assumption)
    Mortgage ($2,329) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1135 CHEROKEE DR, KISSIMMEE, FL 34744

    $360,00014 Days on yellowkey   MLS ID: S5152754

    REDUCED by $5,000 (1.4%) on 07/08/2026

    For Sale S5152754 - 1135 CHEROKEE DR, KISSIMMEE, FL 34744 16 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1358
       Built: 1964   Tax: $1,014 (2025)
    Community: Osceola Acres
    Single Family


    Estimated Monthly Payment: $2,057 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($85)


    Taxes:$1,014

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 162 HARWOOD CIR, KISSIMMEE, FL 34744

    $449,00043 Days on yellowkey   MLS ID: O6412762

    REDUCED by $14,500 (3.1%) on 07/08/2026

    FORECLOSURE O6412762 - 162 HARWOOD CIR, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2516
       Built: 1998
    Monthly Fee: $14
       Tax: $6,859 (2025)
    Community: Remington Ph 1 Tr D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,046 (change assumption)
    Mortgage ($2,460) + Fees ($14) + Taxes in 2025 ($572)


    Taxes:$6,859

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1647 WINDSOR OAK CT, KISSIMMEE, FL 34744

    $245,000288 Days on yellowkey   MLS ID: S5134784

    For Sale S5134784 - 1647 WINDSOR OAK CT, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1380
       Built: 1999
    Monthly Fee: $185
       Tax: $2,492 (2024)
    Community: Windsor Oaks
    Townhouse


    Estimated Monthly Payment: $1,735 (change assumption)
    Mortgage ($1,342) + Fees ($185) + Taxes in 2024 ($208)


    Taxes:$2,492

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1076 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $230,00012 Days on yellowkey   MLS ID: S5152671

    For Sale S5152671 - 1076 UNIVERSAL REST PL, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1603
       Built: 1994
    Monthly Fee: $202
       Tax: $1,332 (2025)
    Community: Eric Estates
    Townhouse


    Estimated Monthly Payment: $1,573 (change assumption)
    Mortgage ($1,260) + Fees ($202) + Taxes in 2025 ($111)


    Taxes:$1,332

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for 34744 Homes for Sale and Other Kissimmee Real Estate?

34744, Kissimmee home, townhome, condo, villa, and other listing rental data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in the 34744 zip code. You can use our website to view Multiple Listing Service (MLS) data on 34744, Kissimmee real estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our 34744, Kissimmee listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.